Highly bulky and stable geometry-constrained iminopyridines: Synthesis, structure and application in Pd-catalyzed Suzuki coupling of aryl chlorides

• Yi Lai,
• Zhijian Zong,
• Yujie Tang,
• Weimin Mo,
• Nan Sun,
• Baoxiang Hu,
• Zhenlu Shen,
• Liqun Jin,
• Wen-hua Sun and
• Xinquan Hu

Beilstein J. Org. Chem. 2017, 13, 213–221, doi:10.3762/bjoc.13.24

• activities in the coupling reaction of aryl chlorides. Keywords: aryl chloride; geometry-constrained; iminopyridyl; palladium; Suzuki; Introduction Palladium-promoted C–C coupling reactions are recognized as one of the most powerful tools in organic syntheses, pharmaceutical processes and biological

• wide variety of different substituents were introduced leading to a diversity with regard to steric and electronic aspects [54][55][56][57][58][59]. Recently, we have developed a series of geometry-constrained iminopyridyl compounds [60][61][62][63][64] and their corresponding palladium complexes

• Figure 1, the geometry-constrained iminopyridyl skeleton could be modified at three sites: Ca, Cb and Nc. Both the derivation of the Ca position and adjusting the imino part are expected to protect the active palladium center from decomposition during the catalytic cycle. Nevertheless, multiple